Trimethylsilyl iodide → 3-(Difluoromethyl)-1-(5-fluoropyrimidin-2-yl)-1H-pyrazole-4-carboxylic acid
Reaction equation
[F:1][CH:2]([F:20])[C:3]1[C:7]([C:8]([O:10]CC)=[O:9])=[CH:6][N:5]([C:13]2[N:18]=[CH:17][C:16]([F:19])=[CH:15][N:14]=2)[N:4]=1.I[Si](C)(C)C>>[F:20][CH:2]([F:1])[C:3]1[C:7]([C:8]([OH:10])=[O:9])=[CH:6][N:5]([C:13]2[N:18]=[CH:17][C:16]([F:19])=[CH:15][N:14]=2)[N:4]=1Participants
3
Conditions
- Temperature
- 90 °C
Procedure
A mixture of ethyl 3-(difluoromethyl)-1-(5-fluoropyrimidin-2-yl)-1H-pyrazole-4-carboxylate (50 mg) and iodotrimethylsilane (1.0 mL) is heated at 90° C. for 4 h. The mixture is concentrated under vacuum, quenched with ice, and sodium metabisulfite is added until the aqueous solution becomes colorless. The mixture is then extracted with EtOAc (3×10 mL) and dried over anhydrous MgSO4. The dried extract is filtered and concentrated under vacuum to afford the title compound as white solid.